Small heterocycles in multicomponent reactions

BH Rotstein, S Zaretsky, V Rai, AK Yudin - Chemical reviews, 2014 - ACS Publications
Small-ring heterocycles have found many applications both as useful starting materials in
the synthesis of more elaborate structures and as valuable targets of synthesis. Our review …

[HTML][HTML] Macrocyclization reactions: the importance of conformational, configurational, and template-induced preorganization

V Marti-Centelles, MD Pandey, MI Burguete… - Chemical …, 2015 - ACS Publications
Macrocyclic structures are common synthetic targets in drug discovery,(1, 2) and therefore,
interest in their study is continuously increasing in this field.(3, 4) A classic example is …

Ligation technologies for the synthesis of cyclic peptides

HY Chow, Y Zhang, E Matheson, X Li - Chemical Reviews, 2019 - ACS Publications
Cyclic peptides have been attracting a lot of attention in recent decades, especially in the
area of drug discovery, as more and more naturally occurring cyclic peptides with diverse …

Synthesis and reactivity of 2-(carboxymethyl) aziridine derivatives

G Callebaut, T Meiresonne, N De Kimpe… - Chemical …, 2014 - ACS Publications
More than a decade ago, the question was raised by Sweeney if aziridines are epoxides'
ugly cousins? 1 The overview on the biological properties, synthetic accessibility, and useful …

Amphoteric α-boryl aldehydes

Z He, AK Yudin - Journal of the American Chemical Society, 2011 - ACS Publications
A new class of stable molecules, α-boryl aldehydes, has been prepared from oxiranyl N-
methyliminodiacetyl boronates by a 1, 2-boryl migration with concomitant epoxide scission …

Cyclic tetrapeptides from nature and design: A review of synthetic methodologies, structure, and function

V Sarojini, AJ Cameron, KG Varnava… - Chemical …, 2019 - ACS Publications
Small cyclic peptides possess a wide range of biological properties and unique structures
that make them attractive to scientists working in a range of areas from medicinal to …

Air-and moisture-stable amphoteric molecules: enabling reagents in synthesis

Z He, A Zajdlik, AK Yudin - Accounts of Chemical Research, 2014 - ACS Publications
Conspectus Researchers continue to develop chemoselective synthesis strategies with the
goal of rapidly assembling complex molecules. As one appealing approach, chemists are …

α-Boryl isocyanides enable facile preparation of bioactive boropeptides.

A Zajdlik, Z Wang, JL Hickey, A Aman… - Angewandte …, 2013 - search.ebscohost.com
Entry to bioactive boropeptides: MIDA‐containing α‐boryl isocyanides are isolable
molecules which allow one‐step access to boroalkyl‐functionalized heterocycles as well as …

On resin side-chain cyclization of complex peptides using CuAAC

S Ingale, PE Dawson - Organic letters, 2011 - ACS Publications
Triazole tethers have been explored for stabilization of secondary structures in peptides.
Despite the utility of this approach, cyclization efficiency in complex peptides remains a …

Passive membrane permeability of macrocycles can be controlled by exocyclic amide bonds

JL Hickey, S Zaretsky, MA St. Denis… - Journal of medicinal …, 2016 - ACS Publications
We have developed a strategy for synthesizing passively permeable peptidomimetic
macrocycles. The cyclization chemistry centers on using aziridine aldehydes in a …